NP-MRD: Showing NP-Card for Nb-acetyltryptamine (NP0004531)

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Record Information

Version

2.0

Created at

2020-12-09 02:00:08 UTC

Updated at

2021-07-15 16:49:26 UTC

NP-MRD ID

NP0004531

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nb-acetyltryptamine

Provided By

NPAtlas

Description

N-Acetyltryptamine belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Nb-acetyltryptamine is found in Archangium, Exophiala pisciphila, Roseivirga echinicomitans, Streptomyces djakartensis and Streptomyces xanthophaeus. Nb-acetyltryptamine was first documented in 2003 (PMID: 12568352). Based on a literature review very few articles have been published on N-Acetyltryptamine (PMID: 31344458) (PMID: 34228381) (PMID: 32818016) (PMID: 32400822) (PMID: 32189177) (PMID: 31906951).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242118073D          

 29 30  0  0  0  0            999 V2000
    5.1321   -0.0707    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -0.4932    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.5970   -0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.2828    0.7950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -0.0832    0.8877 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7932   -0.2031   -0.5097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6426   -0.5794   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -1.8367   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -1.7986   -0.8234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -0.5609   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -0.0159   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.3100    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    2.0624    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    1.5135    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    0.1878   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155   -0.5791    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -0.3666   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230    1.0172    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.1841    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    0.7414    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1858   -1.0209    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.9376   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    0.7805   -1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -2.6920   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -2.5815   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696   -0.6064   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3263    1.7529    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    3.1048    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    2.0856    0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  4 19  1  0  0  0  0
  5 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  6 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
M  END

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
    5.1321   -0.0707    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -0.4932    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.5970   -0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.2828    0.7950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -0.0832    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.2031   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426   -0.5794   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -1.8367   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -1.7986   -0.8234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -0.5609   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -0.0159   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.3100    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    2.0624    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    1.5135    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    0.1878   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155   -0.5791    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -0.3666   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230    1.0172    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.1841    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    0.7414    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1858   -1.0209    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.9376   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    0.7805   -1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -2.6920   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -2.5815   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696   -0.6064   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3263    1.7529    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    3.1048    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    2.0856    0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END


  Mrv1652306242118073D          

 29 30  0  0  0  0            999 V2000
    5.1321   -0.0707    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -0.4932    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.5970   -0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.2828    0.7950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -0.0832    0.8877 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7932   -0.2031   -0.5097 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6426   -0.5794   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -1.8367   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -1.7986   -0.8234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -0.5609   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -0.0159   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.3100    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    2.0624    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    1.5135    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    0.1878   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155   -0.5791    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -0.3666   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230    1.0172    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.1841    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    0.7414    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1858   -1.0209    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.9376   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    0.7805   -1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -2.6920   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -2.5815   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696   -0.6064   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3263    1.7529    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    3.1048    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    2.0856    0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15  7  1  0  0  0  0
 15 10  1  0  0  0  0
  1 16  1  0  0  0  0
  1 17  1  0  0  0  0
  1 18  1  0  0  0  0
  4 19  1  0  0  0  0
  5 20  1  0  0  0  0
  5 21  1  0  0  0  0
  6 22  1  0  0  0  0
  6 23  1  0  0  0  0
  8 24  1  0  0  0  0
  9 25  1  0  0  0  0
 11 26  1  0  0  0  0
 12 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0004531

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]N(C(=O)C([H])([H])[H])C([H])([H])C([H])([H])C1=C([H])N([H])C2=C([H])C([H])=C([H])C([H])=C12

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O/c1-9(15)13-7-6-10-8-14-12-5-3-2-4-11(10)12/h2-5,8,14H,6-7H2,1H3,(H,13,15)

> <INCHI_KEY>
NVUGEQAEQJTCIX-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O

> <MOLECULAR_WEIGHT>
202.257

> <EXACT_MASS>
202.110613079

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.769955245976636

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(1H-indol-3-yl)ethyl]acetamide

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
1.3052840529999994

> <ALOGPS_LOGS>
-2.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.710799165041866

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.897048680692887

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5688554049203147

> <JCHEM_POLAR_SURFACE_AREA>
44.89

> <JCHEM_REFRACTIVITY>
59.816700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetyltryptamine

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 30  0  0  0  0  0  0  0  0999 V2000
    5.1321   -0.0707    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -0.4932    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.5970   -0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.2828    0.7950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -0.0832    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.2031   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426   -0.5794   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -1.8367   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -1.7986   -0.8234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -0.5609   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -0.0159   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.3100    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    2.0624    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    1.5135    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    0.1878   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155   -0.5791    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -0.3666   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230    1.0172    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.1841    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    0.7414    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1858   -1.0209    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.9376   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    0.7805   -1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -2.6920   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -2.5815   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696   -0.6064   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3263    1.7529    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    3.1048    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    2.0856    0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       5.132  -0.071   0.092  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.704  -0.493   0.163  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.425  -1.597  -0.382  0.00  0.00           O+0
HETATM    4  N   UNK     0       2.722   0.283   0.795  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.330  -0.083   0.888  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.793  -0.203  -0.510  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.643  -0.579  -0.565  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.152  -1.837  -0.873  0.00  0.00           C+0
HETATM    9  N   UNK     0      -2.474  -1.799  -0.823  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.921  -0.561  -0.491  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.177  -0.016  -0.314  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.332   1.310   0.032  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.186   2.062   0.191  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.932   1.514   0.013  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.768   0.188  -0.333  0.00  0.00           C+0
HETATM   16  H   UNK     0       5.715  -0.579   0.903  0.00  0.00           H+0
HETATM   17  H   UNK     0       5.566  -0.367  -0.894  0.00  0.00           H+0
HETATM   18  H   UNK     0       5.223   1.017   0.170  0.00  0.00           H+0
HETATM   19  H   UNK     0       3.014   1.184   1.229  0.00  0.00           H+0
HETATM   20  H   UNK     0       0.807   0.741   1.409  0.00  0.00           H+0
HETATM   21  H   UNK     0       1.186  -1.021   1.475  0.00  0.00           H+0
HETATM   22  H   UNK     0       1.347  -0.938  -1.122  0.00  0.00           H+0
HETATM   23  H   UNK     0       0.981   0.781  -1.005  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.531  -2.692  -1.112  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.132  -2.582  -1.005  0.00  0.00           H+0
HETATM   26  H   UNK     0      -5.070  -0.606  -0.438  0.00  0.00           H+0
HETATM   27  H   UNK     0      -5.326   1.753   0.174  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.283   3.105   0.461  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.019   2.086   0.131  0.00  0.00           H+0
CONECT    1    2   16   17   18                                             
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   19                                                  
CONECT    5    4    6   20   21                                             
CONECT    6    5    7   22   23                                             
CONECT    7    6    8   15                                                  
CONECT    8    7    9   24                                                  
CONECT    9    8   10   25                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   26                                                  
CONECT   12   11   13   27                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14    7   10                                                  
CONECT   16    1                                                            
CONECT   17    1                                                            
CONECT   18    1                                                            
CONECT   19    4                                                            
CONECT   20    5                                                            
CONECT   21    5                                                            
CONECT   22    6                                                            
CONECT   23    6                                                            
CONECT   24    8                                                            
CONECT   25    9                                                            
CONECT   26   11                                                            
CONECT   27   12                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   60    0
END

RDKit          3D

29 30  0  0  0  0  0  0  0  0999 V2000
    5.1321   -0.0707    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7038   -0.4932    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.5970   -0.3817 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7220    0.2828    0.7950 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3303   -0.0832    0.8877 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7932   -0.2031   -0.5097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6426   -0.5794   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1521   -1.8367   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739   -1.7986   -0.8234 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212   -0.5609   -0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1770   -0.0159   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3321    1.3100    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1863    2.0624    0.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9323    1.5135    0.0128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7680    0.1878   -0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7155   -0.5791    0.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5665   -0.3666   -0.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2230    1.0172    0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.1841    1.2292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    0.7414    1.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1858   -1.0209    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3472   -0.9376   -1.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9811    0.7805   -1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5313   -2.6920   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -2.5815   -1.0051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0696   -0.6064   -0.4384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3263    1.7529    0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2833    3.1048    0.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189    2.0856    0.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15  7  1  0
 15 10  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
N-Acetyltryptamine monohydrochloride	HMDB

Chemical Formula

C₁₂H₁₄N₂O

Average Mass

202.2570 Da

Monoisotopic Mass

202.11061 Da

IUPAC Name

N-[2-(1H-indol-3-yl)ethyl]acetamide

Traditional Name

N-acetyltryptamine

CAS Registry Number

Not Available

SMILES

CC(=O)NCCC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C12H14N2O/c1-9(15)13-7-6-10-8-14-12-5-3-2-4-11(10)12/h2-5,8,14H,6-7H2,1H3,(H,13,15)

InChI Key

NVUGEQAEQJTCIX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Archangium	NPAtlas	12568352
Exophiala pisciphila	LOTUS Database	35616633
Roseivirga echinicomitans	LOTUS Database	35616633
Streptomyces djakartensis	LOTUS Database	35616633
Streptomyces xanthophaeus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.6	ALOGPS
logP	1.31	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	15.9	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.89 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	59.82 m³·mol⁻¹	ChemAxon
Polarizability	22.77 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA016706

HMDB ID

HMDB0255077

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

63717

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70547

PDB ID

Not Available

ChEBI ID

55515

Good Scents ID

Not Available

References

General References

Li Y, Li XF, Kim DS, Choi HD, Son BW: Indolyl alkaloid derivatives, Nb-acetyltryptamine and oxaline from a marine-derived fungus. Arch Pharm Res. 2003 Jan;26(1):21-3. doi: 10.1007/BF03179925. [PubMed:12568352 ]
Adpressa DA, Connolly LR, Konkel ZM, Neuhaus GF, Chang XL, Pierce BR, Smith KM, Freitag M, Loesgen S: A metabolomics-guided approach to discover Fusarium graminearum metabolites after removal of a repressive histone modification. Fungal Genet Biol. 2019 Nov;132:103256. doi: 10.1016/j.fgb.2019.103256. Epub 2019 Jul 22. [PubMed:31344458 ]
Ramlawi S, Abusharkh S, Carroll A, McMullin DR, Avis TJ: Biological and chemical characterization of antimicrobial activity in Arthrobacter spp. isolated from disease-suppressive compost. J Basic Microbiol. 2021 Aug;61(8):745-756. doi: 10.1002/jobm.202100213. Epub 2021 Jul 6. [PubMed:34228381 ]
Martinez-Aguila A, Fonseca B, Perez de Lara MJ, Miras-Portugal MT, Gomez-Villafuertes R, Carracedo G, Pintor J: Changes in melatonin receptor expression in a murine model of glaucoma. Mol Vis. 2020 Jul 29;26:530-539. eCollection 2020. [PubMed:32818016 ]
Sun Z, Xi L, Zheng K, Zhang Z, Baldridge KK, Olson MA: Classical and non-classical melatonin receptor agonist-directed micellization of bipyridinium-based supramolecular amphiphiles in water. Soft Matter. 2020 May 28;16(20):4788-4799. doi: 10.1039/d0sm00424c. Epub 2020 May 13. [PubMed:32400822 ]
Silva TL, Toffano L, Fernandes JB, das Gracas Fernandes da Silva MF, de Sousa LRF, Vieira PC: Mycotoxins from Fusarium proliferatum: new inhibitors of papain-like cysteine proteases. Braz J Microbiol. 2020 Sep;51(3):1169-1175. doi: 10.1007/s42770-020-00256-7. Epub 2020 Mar 18. [PubMed:32189177 ]
Lee YM, Park JP, Jung YH, Lee HJ, Kim JS, Choi GE, Han HJ, Lee SJ: Melatonin restores Muc2 depletion induced by V. vulnificus VvpM via melatonin receptor 2 coupling with Galphaq. J Biomed Sci. 2020 Jan 6;27(1):21. doi: 10.1186/s12929-019-0606-x. [PubMed:31906951 ]
Lee BH, Bussi IL, de la Iglesia HO, Hague C, Koh DS, Hille B: Two indoleamines are secreted from rat pineal gland at night and act on melatonin receptors but are not night hormones. J Pineal Res. 2020 Mar;68(2):e12622. doi: 10.1111/jpi.12622. Epub 2019 Dec 30. [PubMed:31715643 ]
Liu QR, Li J, Zhao XF, Xu B, Xiao XH, Ren J, Li SX: Alkaloids and phenylpropanoid from Rhizomes of Arundo donax L. Nat Prod Res. 2021 Feb;35(3):465-470. doi: 10.1080/14786419.2019.1638378. Epub 2019 Jul 22. [PubMed:31328554 ]
Kozlovsky AG, Kochkina GA, Zhelifonova VP, Antipova capital TE, CyrillicV, Ivanushkina NE, Ozerskaya SM: Secondary metabolites of the genus Penicillium from undisturbed and anthropogenically altered Antarctic habitats. Folia Microbiol (Praha). 2020 Feb;65(1):95-102. doi: 10.1007/s12223-019-00708-0. Epub 2019 Apr 13. [PubMed:30982204 ]
Heidari B, Mohammadipanah F: Isolation and identification of two alkaloid structures with radical scavenging activity from Actinokineospora sp. UTMC 968, a new promising source of alkaloid compounds. Mol Biol Rep. 2018 Dec;45(6):2325-2332. doi: 10.1007/s11033-018-4395-1. Epub 2018 Sep 21. [PubMed:30242664 ]

Showing NP-Card for Nb-acetyltryptamine (NP0004531)

MOL for NP0004531 (Nb-acetyltryptamine)

3D MOL for NP0004531 (Nb-acetyltryptamine)

3D SDF for NP0004531 (Nb-acetyltryptamine)

3D-SDF for NP0004531 (Nb-acetyltryptamine)

PDB for NP0004531 (Nb-acetyltryptamine)

3D PDB for NP0004531 (Nb-acetyltryptamine)

SMILES for NP0004531 (Nb-acetyltryptamine)

INCHI for NP0004531 (Nb-acetyltryptamine)

Structure for NP0004531 (Nb-acetyltryptamine)

3D Structure for NP0004531 (Nb-acetyltryptamine)